Transdermal Delivery Systems for Ibuprofen and Ibuprofen Modified with Amino Acids Alkyl Esters Based on Bacterial Cellulose

Int J Mol Sci. 2021 Jun 10;22(12):6252. doi: 10.3390/ijms22126252.

Abstract

The potential of bacterial cellulose as a carrier for the transport of ibuprofen (a typical example of non-steroidal anti-inflammatory drugs) through the skin was investigated. Ibuprofen and its amino acid ester salts-loaded BC membranes were prepared through a simple methodology and characterized in terms of structure and morphology. Two salts of amino acid isopropyl esters were used in the research, namely L-valine isopropyl ester ibuprofenate ([ValOiPr][IBU]) and L-leucine isopropyl ester ibuprofenate ([LeuOiPr][IBU]). [LeuOiPr][IBU] is a new compound; therefore, it has been fully characterized and its identity confirmed. For all membranes obtained the surface morphology, tensile mechanical properties, active compound dissolution assays, and permeation and skin accumulation studies of API (active pharmaceutical ingredient) were determined. The obtained membranes were very homogeneous. In vitro diffusion studies with Franz cells were conducted using pig epidermal membranes, and showed that the incorporation of ibuprofen in BC membranes provided lower permeation rates to those obtained with amino acids ester salts of ibuprofen. This release profile together with the ease of application and the simple preparation and assembly of the drug-loaded membranes indicates the enormous potentialities of using BC membranes for transdermal application of ibuprofen in the form of amino acid ester salts.

Keywords: amino acid; bacterial cellulose; ibuprofen; non-steroidal anti-inflammatory drug; skin barrier; transdermal drug delivery.

MeSH terms

  • Administration, Cutaneous
  • Amino Acids / chemistry*
  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / administration & dosage
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Bacteria / metabolism
  • Cellulose / chemistry*
  • Drug Delivery Systems
  • Esters / chemistry*
  • Ibuprofen / administration & dosage
  • Ibuprofen / chemistry
  • Ibuprofen / pharmacology*
  • Skin / drug effects*
  • Skin Absorption / drug effects*
  • Swine

Substances

  • Amino Acids
  • Anti-Inflammatory Agents, Non-Steroidal
  • Esters
  • Cellulose
  • Ibuprofen